N,N'-(ethane-1,2-diyl)bis(1H-indole-2-carboxamide) | 1256735-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N,N'-(ethane-1,2-diyl)bis(1H-indole-2-carboxamide)
• 英文别名: N-[2-(1H-indole-2-carbonylamino)ethyl]-1H-indole-2-carboxamide
• CAS: 1256735-73-5
• 化学式: C₂₀H₁₈N₄O₂
• 分子量: 346.389
• InChiKey: CBLLKEUUFKVSQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-(ethane-1,2-diyl)bis(1H-indole-2-carboxamide) 、 水 、 tetraethylammonium tetrachloroniccolate(II) 在 NaH 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以66%的产率得到
  参考文献：
  名称：

  带有吲哚羧酰胺配体的双核Ni（II）和Cu（II）配合物：合成，结构和性质

  摘要：

  合成了潜在的四齿吲哚羧酰胺配体H 4 L 3，并研究了其对Ni（II）和Cu（II）离子的配位能力。发现四去质子化形式的两个H 4 L 3配体[L 3 ] 4-是配位的两个金属中心，导致形成[Ni 2（L 3）2 ] 4-（5）和[Cu 2（ L 3）2 ] 4−（6）的络合物。6的晶体结构展示了双核结构的形成，其中两个完全去质子化的配体[L 3 ] 4-将两个铜（II）离子保持在一起。更有趣的是，两个去质子化的配体[L 3 ] 4-以相同且对称的方式配位铜离子。存在于复合物6中的Na +阳离子将双核单元缝合在一起，导致形成配位链聚合物。四个钠离子通过与O酰胺基相互作用而连接两个双核单元。此外，Na +发现阳离子可以协调多个DMF分子；它们中的一些在本质上是终端，而另一些在本质上则是桥梁。抗磁性络合物5的溶液状态结构（由NMR光谱分析确定）也支持以下事实：两个去质子化的配体以相同且对称的方

  DOI：

  10.1016/j.ica.2010.04.022
• 作为产物：
  描述：

  吲哚-2-羧酸 、 乙二胺 在 N,N'-羰基二咪唑 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以80%的产率得到N,N'-(ethane-1,2-diyl)bis(1H-indole-2-carboxamide)
  参考文献：
  名称：

  Exploratory studies towards various anion recognition chemistry by two different sized cleft shaped organic ligands

  摘要：

  Indole and urea based two organic receptors have been synthesized by an easy synthetic process. These two receptors have strong sensitivity and selectivity for several bio-relevant anions. Receptor 1 and 2 were synthesized from indole-2-carboxylic acid and p-anisidine respectively, which are low cost starting materials. Receptor 1 can selectively sense anions like F-, OAc- and H2PO4-, while receptor 2 can only sense F- and H2PO4-. Both receptors are silent toward anions like Cl-, Br-, I- and NO3-. It is the difference in their shape and size which are responsible for different anion sensing. The nature of these host-guest type interactions was analyzed by convenient spectrophotometric techniques like UV-Vis, fluorescence, H-1 NMR, Fr-IR studies and also confirmed by electrochemical techniques like cyclic voltammetry studies of the two ligand receptors with convenient anions. Between receptor 1 and 2, receptor 2 was crystallo-graphically characterized also. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.01.024

文献信息

• Exploratory studies towards various anion recognition chemistry by two different sized cleft shaped organic ligands
  作者：Additi RoyChowdhury、Pritam Ghosh、Sourav Kr. Saha、Partha Mitra、Priyabrata Banerjee

  DOI：10.1016/j.saa.2014.01.024

  日期：2014.4

  Indole and urea based two organic receptors have been synthesized by an easy synthetic process. These two receptors have strong sensitivity and selectivity for several bio-relevant anions. Receptor 1 and 2 were synthesized from indole-2-carboxylic acid and p-anisidine respectively, which are low cost starting materials. Receptor 1 can selectively sense anions like F-, OAc- and H2PO4-, while receptor 2 can only sense F- and H2PO4-. Both receptors are silent toward anions like Cl-, Br-, I- and NO3-. It is the difference in their shape and size which are responsible for different anion sensing. The nature of these host-guest type interactions was analyzed by convenient spectrophotometric techniques like UV-Vis, fluorescence, H-1 NMR, Fr-IR studies and also confirmed by electrochemical techniques like cyclic voltammetry studies of the two ligand receptors with convenient anions. Between receptor 1 and 2, receptor 2 was crystallo-graphically characterized also. (C) 2014 Elsevier B.V. All rights reserved.
• Dinuclear Ni(II) and Cu(II) complexes with indolecarboxamide ligand: Synthesis, structure and properties
  作者：Megha Munjal、Rajeev Gupta

  DOI：10.1016/j.ica.2010.04.022

  日期：2010.10

  coordination abilities towards Ni(II) and Cu(II) ions. Two H4L3 ligands in their tetra-deprotonated form [L3]4−, were found to coordinate two metal centers resulting in the formation of [Ni2(L3)2]4− (5) and [Cu2(L3)2]4− (6) complexes. The crystal structure of 6 displays the formation of a dinuclear structure where two fully deprotonated ligands, [L3]4− hold two copper(II) ions together. Even more interesting

  合成了潜在的四齿吲哚羧酰胺配体H 4 L 3，并研究了其对Ni（II）和Cu（II）离子的配位能力。发现四去质子化形式的两个H 4 L 3配体[L 3 ] 4-是配位的两个金属中心，导致形成[Ni 2（L 3）2 ] 4-（5）和[Cu 2（ L 3）2 ] 4−（6）的络合物。6的晶体结构展示了双核结构的形成，其中两个完全去质子化的配体[L 3 ] 4-将两个铜（II）离子保持在一起。更有趣的是，两个去质子化的配体[L 3 ] 4-以相同且对称的方式配位铜离子。存在于复合物6中的Na +阳离子将双核单元缝合在一起，导致形成配位链聚合物。四个钠离子通过与O酰胺基相互作用而连接两个双核单元。此外，Na +发现阳离子可以协调多个DMF分子；它们中的一些在本质上是终端，而另一些在本质上则是桥梁。抗磁性络合物5的溶液状态结构（由NMR光谱分析确定）也支持以下事实：两个去质子化的配体以相同且对称的方